Experimental evidence for a [2+ 2] mechanism in the Lewis acid-promoted formation of α, β-unsaturated esters from ethoxyacetylene and aldehydes. Synthesis and …

…, JM Pons, JL Parrain, M Rajzmann

Index: Oblin, Magali; Parrain, Jean-Luc; Rajzmann, Michel; Pons, Jean-Marc Chemical Communications, 1998 , # 16 p. 1619 - 1620

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Citation Number: 9

Abstract

4-Ethoxy-2H-oxetes 3a–c were prepared from ethoxyacetylene and alkoxy aldehydes 1a–c through MgBr2–Et2O promoted [2+ 2] cycloaddition reaction and were characterized at room temperature; their synthesis, which could occur via the formation of a chelate, establishes cycloaddition as the initial step in the formation of α, β-unsaturated esters 4a–c.

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